(R)-(+)-WARFARIN Chemical Properties

Melting point:

≥170 °C

Boiling point:

515.2±50.0 °C(Predicted)

Density 

1.307±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMF: soluble

pka

4.50±1.00(Predicted)

form 

A crystalline solid

color 

white to pale yellow

Safety Information

Hazard Codes 

T

Risk Statements 

61-48/25-52/53

Safety Statements 

53-45-61

RIDADR 

UN 2811 6.1/PG 1

WGK Germany 

3

MSDS

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(R)-(+)-WARFARIN Usage And Synthesis

Chemical Properties

White Solid

Uses

(R)-(+)-warfarin has been used to investigate whether enantiomers of warfarin stereoselectively interact with pregnane X nuclear receptor (PXR) to upregulate main drug/xenobiotic-metabolizing enzymes cytochrome P450 3A4 (CYP3A4) and cytochrome P450 2C9 (CYP2C9). It has also been used in HepG2 cells to study protein profiles

Uses

The R-(+)-form of Warfarin (W498500). Coumarin anticoagulant.

Definition

ChEBI: (R)-warfarin is a 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one that has (R)-configuration (the racemate is warfarin, an anticoagulant drug and rodenticide). It is a conjugate acid of a (R)-warfarin(1-). It is an enantiomer of a (S)-warfarin.

General Description

The chiral carbon at position 9 produces two enantiomers, R- and S-warfarin. Commercially available warfarin (Coumadin or Jantoven) is a racemic mixture of S- and R-enantiomers.

Biochem/physiol Actions

Warfarin acts as a vitamin K antagonist. It is widely used to treat thromboembolic disorders. (R)-warfarin interacts with pregnane X receptor (PXR) and induces cytochrome P450 3A4 (CYP3A4) and CYP2C9 mRNAs expression in primary human hepatocyte cultures.

(R)-(+)-WARFARIN(5543-58-8)Related Product Information

• Warfarin
• 4-Hydroxycoumarin
• 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol)
• (S)-8-Hydroxy Warfarin
• (R)-6-Hydroxy Warfarin
• 3-(o-Hydroxyphenyl)-5-phenyl-2-cyclohexen-1-one
• Benzalacetone
• 3-[α-(2-Hydroxypropyl)benzyl]-4-hydroxycouMarin
• (R)-7-Hydroxy Warfarin
• (S)-6-Hydroxy Warfarin
• Warfarin Impurity 1
• 2,6-Di-tert-butyl-4-mercaptophenol
• 7-HYDROXYWARFARIN
• (R)-8-HYDROXY WARFARIN
• 6-HYDROXYWARFARIN
• 8-HYDROXYWARFARIN
• 7-HYDROXYWARFARIN
• (S)-(-)-WARFARIN,(S)-WARFARIN